triisopropyl(methyl)phosphonium iodide | 17586-58-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: triisopropyl(methyl)phosphonium iodide
• 英文别名: triisopropyl-methyl-phosphonium; iodide；Triisopropyl-methyl-phosphonium; Jodid；Methyl-tri(propan-2-yl)phosphanium;iodide
• CAS: 17586-58-2
• 化学式: C₁₀H₂₄P*I
• 分子量: 302.179
• InChiKey: KMPIHVXFRAAXIP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.86
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  triisopropyl(methyl)phosphonium iodide 、 chloroditetradecyl phosphate 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以63%的产率得到EG315
  参考文献：
  名称：

  Cation Substitution in Cationic Phosphonolipids:  A New Concept To Improve Transfection Activity and Decrease Cellular Toxicity

  摘要：

  Cationic lipids have been shown to be an-interesting alternative to viral vector-mediated gene delivery into in vitro and in vivo model applications. Prior studies have demonstrated that even minor structural modifications of the lipid hydrophobic domain or of the lipid polar domain result in significant changes in gene delivery efficiency. Previously, we developed a novel class of cationic lipids called cationic phosphonolipids and described the ability of these vectors to transfer DNA into different cell lines and in vivo. Up until now, in all new cationic lipids, nitrogen atoms have always carried the cationic or polycationic charge. Recently we have developed a new series of cationic phosphonolipids characterized by a cationic charge carried by a phosphorus or arsenic atom. In a second step, we have also examined the effects of the linker length between the cation and the hydrophobic domain as regards transfection activity. Transfection activities of this library of new cationic phosphonolipids were studied in vitro in different cell lines (HeLa, CFT1, K562) and in vivo using a luciferase reporter gene. A luminescent assay was carried out to assess luciferase expression. We demonstrated that cation substitution on the polar domain of cationic phosphonolipids (N --> P or As) results in significant increase in transfection activity for both in vitro and in vivo assays and decrease of cellular toxicity.

  DOI：

  10.1021/jm000006z
• 作为产物：
  描述：

  三异丙基膦 、 碘甲烷 以 乙醚 、 正己烷 为溶剂， 生成 triisopropyl(methyl)phosphonium iodide
  参考文献：
  名称：

  四配位钌phospho亚烷基烯烃复分解催化剂的热分解模式。

  摘要：

  观察到在磷中心的取代基不同的四配位钌phospho烷基亚烷基1-Cy和1-iPr在1,1-二氯乙烯的存在下热分解产生[H（3）CPR（3）] [Cl]。含钌的主要产物是三氯桥联的钌二聚体，该单体在二氯卡宾配体中掺入了1,1-二氯乙烯和在支持的NHC配体上有苯乙烯基乙烯基。光谱，动力学和氘标记实验探究了该过程的机制，该过程涉及NHC异丁基邻甲基的限速CH活化。这些研究为活性Grubbs型烯烃复分解催化剂的内在分解过程提供了见识，为新的催化剂设计方向指明了道路。

  DOI：

  10.1002/chem.200801584

文献信息

• Fluck,E.; Lorenz,J., Zeitschrift fur Naturforschung. Teil B: Chemie, Biochemie, Biophysik, Biologie, 1967, vol. 22, p. 1095 - 1100
  作者：Fluck,E.、Lorenz,J.

  DOI：——

  日期：——
• ——
  作者：Yu. G. Gololobov、M. A. Galkina、O. V. Dovgan、I. Yu. Krasnova、P. V. Petrovskii、M. Yu. Antipin、I. I. Voronzov、K. A. Lyssenko、R. Schmutzler

  DOI：10.1023/a:1009538620098

  日期：——

  The reactions of the zwitterion derived from triisopropylphosphine and ethyl 2-cyanoacrylate with mercuric chloride and aryl isothiocyanates containing Cl atoms in the ortho positions of the benzene ring follow an unusual pathway because this zwitterion represents "latent" triisopropylphosphine due to the reversibility of the reaction of triisopropylphosphine with ethyl 2-cyanoacrylate. The molecular structures of the adducts of triisopropylphosphine with 2,6-dichloro- and 2,4,6-trichlorophenyl isothiocyanates were confirmed by X-ray diffraction study. Protonation of the adduct of triisopropylphosphine with 2,6-dichlorophenyl isothiocyanate occurred at the nitrogen atom, whereas methylation with methyl trifluoromethanesulfonate afforded an S-methylation product. The results of X-ray diffraction study of the resulting compounds are presented.
• Davies, Journal of the Chemical Society, 1933, p. 1044
  作者：Davies

  DOI：——

  日期：——
• Basische metalle
  作者：Rainer Feser、Helmut Werner

  DOI：10.1016/s0022-328x(00)82699-6

  日期：1982.7